Homes for Sale near Middletown High School

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  /40

  $519,900

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  56 Coles Rd, Middletown, CT 06457

  Come see this beautiful 4 bedroom, 2.5 bathroom Colonial with a 2-car garage, built in 1996 and ideally located on .41 acres in a quiet cul-de-sac setting before it is SOLD! The remodeled kitchen features granite countertops, a large center island with breakfast bar, and opens seamlessly to a cozy fireplaced family room with sliders to the back deck and a bright living room with hardwood

  

  Cheryl Zalewski

  eXp Realty

  (860) 579-1457

  56 Coles Rd, Middletown, CT 06457
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  Explore Middletown High School

• 

  

  

  /33

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  111 Dekoven Dr Unit 703, Middletown, CT 06457

  Enjoy one-level living in the heart of downtown Middletown! This high-rise ranch condo at Rivers Edge offers 2 bedrooms and 2 full baths, along with the convenience of an in-unit washer and dryer. The spacious living room features custom built-ins and opens via slider to a private balcony showcasing beautiful views of the Connecticut River Valley and a slight view of CT River. Residents enjoy a

  

  Cheryl Zalewski

  eXp Realty

  (860) 788-4711

  111 Dekoven Dr Unit 703, Middletown, CT 06457
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  /14

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,299 Sq Ft

  6 Hillside Ct, Middletown, CT 06457

  Welcome to this beautifully maintained Colonial that showcases modern living, featuring a bright and inviting open floor plan on the first floor where the spacious living room flows seamlessly into the Kitchen and dining room, ideal for both everyday living and entertaining. The first floor comes complete with a convenient full bath on the main level and slider doors in the dining room right out

  

  Alex Rodrigues

  RE/MAX RISE

  (860) 454-6247

  6 Hillside Ct, Middletown, CT 06457
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  /30

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,038 Sq Ft

  111 Dekoven Dr Unit 202, Middletown, CT 06457

  Experience easy one-level living in vibrant downtown Middletown at the desirable Rivers Edge community. This high-rise ranch condominium features 2 bedrooms and 2 full bathrooms, plus the added convenience of a washer and dryer combo right in the unit. The generous living room offers direct access through sliding doors to a private balcony where you can relax and take in scenic views of the

  

  Cheryl Zalewski

  eXp Realty

  (860) 485-7124

  111 Dekoven Dr Unit 202, Middletown, CT 06457
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  /33

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  175 Lincoln St, Middletown, CT 06457

  Timeless Colonial rich with historic charm, just minutes from downtown Middletown, Wesleyan University & Middlesex Hospital. This home offers the perfect blend of convenience & character. Featuring 4 generously sized bedrooms, high ceilings, original woodwork & a warm, inviting layout, the home showcases beautiful architectural details throughout. The detached garage provides additional storage

  Michelle Mazzotta eXp Realty

  175 Lincoln St, Middletown, CT 06457
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  /24

  $339,900

  • 6 Beds
  • 2 Baths
  • 2,555 Sq Ft

  117 S Main St, Middletown, CT 06457

  Wow! A rare find! This large 2-family home is in exceptional shape. 3 bedrooms, large eat-in kitchen and large living room in each unit. Both units include a walk-in pantry. Separate utilities. 1st floor has washer/dryer hookups in unit and washer/dryer hookups for 2nd floor in basement. 2nd floor lease ends 7/31/26. 1st floor lease has been renewed from 5/1/26 - 4/30/27. Have verbal confirmation

  Mark Toledo Berkshire Hathaway NE Prop.

  117 S Main St, Middletown, CT 06457
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  /29

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  314 Timber Ridge Rd, Middletown, CT 06457

  This beautifully maintained raised ranch sits proudly on a .62 acre lot surrounded by natural beauty. Bathed in abundant sunlight the home offers a warm inviting atmosphere throughout. The expansive eat in kitchen is generously sized to accommodate a large dining table making it perfect for everyday living and entertaining with direct access to the deck. All bedrooms are spacious and offer

  Alana Wall-Galvin Suburban Homes & Condos

  314 Timber Ridge Rd, Middletown, CT 06457
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  /38

  $354,900

  • 6 Beds
  • 3 Baths
  • 2,304 Sq Ft

  6 Omo St, Middletown, CT 06457

  Do not miss your opportunity to own a well-maintained side-by-side 2-family home offering strong potential for both investors and owner-occupants alike. This property features a charming exterior and inviting front porch and is located on a short cul-de-sac street, offering a more residential setting while remaining close to everything Middletown has to offer. Each unit features 3 bedrooms,

  Amanda Cole Carol Cole Real Estate, LLC

  6 Omo St, Middletown, CT 06457
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  /39

  $395,000 Open Sat 12PM - 2PM

  • 9 Beds
  • 3 Baths
  • 3,906 Sq Ft

  259 Pearl St, Middletown, CT 06457

  Great investment opportunity with added flexibility for an owner occupant. This clean and well maintained three unit multi family offers three similar updated layouts, each with 3 bedrooms, a spacious eat in kitchen with pantry, and a large living room that gives every unit a comfortable, functional feel. Two units are currently rented, while the second floor is vacant, creating an ideal setup

  Mike Rethis Coldwell Banker Realty

  259 Pearl St, Middletown, CT 06457
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  /21

  $375,000

  • 5 Beds
  • 2 Baths
  • 2,243 Sq Ft

  121 Saybrook Rd, Middletown, CT 06457

  Come see this two family investment property in the heart of Middletown, offering over 2,200 sq. ft. of living space. Each unit is thoughtfully laid out and provides comfortable, functional living. The first floor unit features three bedrooms, a full bathroom, and spacious living and dining areas. The second-floor unit offers two bedrooms, one full bathroom, and access to a full walk-up attic

  Michael Reiman William Raveis Real Estate

  121 Saybrook Rd, Middletown, CT 06457
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  /38

  $434,900 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 1,644 Sq Ft

  207 Timber Ridge Rd, Middletown, CT 06457

  Don't miss this beautiful Cape Cod featuring five bedrooms and three full baths. Well maintained and thoughtfully updated, this home has seen many renovations over the past three years and is filled with natural light throughout. The main floor offers two bedrooms, a comfortable living room, and a welcoming kitchen perfect for everyday cooking and gathering. The kitchen opens to a large deck,

  Himanshu Singh Singh Realty

  207 Timber Ridge Rd, Middletown, CT 06457
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  /35

  $190,000

  • 1 Bed
  • 1 Bath
  • 670 Sq Ft

  79 Carriage Crossing Ln Unit 79, Middletown, CT 06457

  Excellent opportunity to own third floor one bedroom condo in desirable Carriage Crossing, a community known for it's distinct contemporary architectural features like vaulted ceilings and oversized windows. This unit features a newer kitchen, newer bathroom, newer flooring throughout, newer interior painting, newer HVAC and 2025 hot water tank. Beautiful views from private balcony. The Carriage

  Matthew Guida Eagle Eye Realty PLLC

  79 Carriage Crossing Ln Unit 79, Middletown, CT 06457
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  /31

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  11 Trolley Crossing Ln, Middletown, CT 06457

  Welcome to this beautifully maintained 2-bedroom, 1.5-bath townhouse-style condo offering comfort, convenience, and modern updates. Spanning two levels, this home features newly updated flooring in select areas, adding a fresh and inviting feel throughout. The main level offers a functional layout with a spacious living area and a well-appointed kitchen complete with granite countertops, perfect

  Christopher Anselmo Marino Realty LLC

  11 Trolley Crossing Ln, Middletown, CT 06457
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  /25

  $172,500

  • 1 Bed
  • 1.5 Baths
  • 738 Sq Ft

  111 Dekoven Dr Unit 708, Middletown, CT 06457

  This condo unit will dazzle you! It has been tastefully remodeled with modern conveniences, flooring and kitchen appliances. Sliding glass doors from your living room lead to your private balcony, overlooking the Ct. River with spectacular views all year long. Relax in your outdoor living space and take in the sensational sunsets, breathtaking fall foilage and amazing Four of the July fireworks

  Sally McMahon William Raveis Real Estate

  111 Dekoven Dr Unit 708, Middletown, CT 06457
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  /16

  $1,100,000

  • 8 Beds
  • 4 Baths
  • 5,176 Sq Ft

  0 Portland St, Middletown, CT 06457

  Exceptional Multi-Family Investment Opportunity in CT! Located in desirable Middletown, this unique property package offers two two-family homes-for a total of four income-producing units-along with a versatile 2,898 sq ft workshop and two additional vacant land parcels. Each residential building offers approximately 1,380 sq ft with new roofs, new windows, upgraded electrical, and modernized

  Jamie Smigel Carl Guild & Associates

  0 Portland St, Middletown, CT 06457
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  /35

  $339,000

  • 3 Beds
  • 2 Baths
  • 1,236 Sq Ft

  1 Yellow Wood St, Middletown, CT 06457

  Bright and spacious home with an open floor plan. Features an oversized deck overlooking the yard, along with a paver patio, gardens, and electrical in place for a potential hot tub. The finished lower level offers flexible living space ideal for a family room, recreation area, or home office. Generous garage space provides additional storage. Located in a community offering amenities such as

  Stephen Mele Houlihan Lawrence

  1 Yellow Wood St, Middletown, CT 06457
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  /34

  $310,000

  • 4 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  166 Ridge Rd, Middletown, CT 06457

  *H&B deadline Wednesday 4/8 at 5PM* Welcome to this well maintained centrally located home! Hardwood floors throughout, featuring a main level bedroom and half bath with washer/dryer hook ups. Easy living with a formal dining room, living room & eat-in kitchen. Back porch that leads out to a large & level half acre lot! A full size detached garage with storage and workbench! Upstairs features 3

  Laura Russo Regency Real Estate, LLC

  166 Ridge Rd, Middletown, CT 06457
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  /40

  $375,917

  • 3 Beds
  • 3 Baths
  • 1,370 Sq Ft

  69 Denison Rd, Middletown, CT 06457

  Charming ranch-style home offering style, comfort, and space for everyone! With a main-level accessory apartment, this property presents excellent potential for an in-law suite or income opportunity. Enjoy an open-concept layout perfect for both everyday living and effortless entertaining. The kitchen features a new granite island, stainless steel appliances, dutch door, and a breakfast bar open

  Bianca Scala William Raveis Real Estate

  69 Denison Rd, Middletown, CT 06457
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  /28

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft

  103 Prospect St, Middletown, CT 06457

  This classic 1900 Colonial at 103 Prospect Street offers a chance to bring new life to a well-loved home in a convenient Middletown location. With 1,160 square feet of living space, three bedrooms, and two full baths, the layout is simple and functional, ready for someone with vision to make it their own. The home does require work, making it a great project for investors, renovators, or buyers

  Carl Guild Carl Guild & Associates

  103 Prospect St, Middletown, CT 06457
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  /4

  $149,500

  • 4 Beds
  • 1 Bath
  • 1,765 Sq Ft

  7 Evergreen Ave, Middletown, CT 06457

  Opportunity awaits at 7 Evergreen Ave in Middletown! This spacious 4-bedroom home offers over 1,700 square feet and is ready for a full transformation. With much of the property taken down to the studs, it presents a blank canvas for contractors, investors, or buyers looking to customize a home to their exact vision. The layout offers solid potential with generous room sizes and the opportunity

  Anthony La Penna Exceptional Real Estate LLC

  7 Evergreen Ave, Middletown, CT 06457
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  /14

  $384,900 Open Sun 11:30AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,156 Sq Ft

  56 Bidwell Terrace, Middletown, CT 06457

  Owner willing to offer credit for deferred maintenance. Beautifully updated home featuring a fully finished lower-level in-law apartment with its own entrance, kitchen, and living space - perfect for rental income or multigenerational living. Offset your mortgage or create a flexible dual-living setup in one of Middletown's most convenient locations. Recently updated kitchen and baths. Huge

  Andrew Roach KD Realty

  56 Bidwell Terrace, Middletown, CT 06457
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  /40

  $379,900

  • 4 Beds
  • 2 Baths
  • 1,854 Sq Ft

  32 Burr Ave, Middletown, CT 06457

  Welcome to this beautifully updated home where classic charm meets modern convenience, nestled in the heart of Middletown with sidewalks leading directly to downtown, Middlesex Hospital & Wesleyan University. Conveniently located near Rte 9, this home offers both walkability & easy commuting. From the moment you arrive, the inviting curb appeal stands out with a classic white picket fence,

  Michelle Mazzotta eXp Realty

  32 Burr Ave, Middletown, CT 06457
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  /28

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,378 Sq Ft

  23 Hotchkiss St, Middletown, CT 06457

  Welcome to 23 Hotchkiss Street, where historic charm meets modern convenience in the heart of downtown Middletown. Built in 1900, this classic brick Colonial has been thoughtfully updated while preserving its timeless character. Inside, you will find bright, inviting living spaces, a well appointed kitchen with updated appliances, and flexible rooms that can fit a variety of needs, whether you

  Jonathan Zuromski Real Broker CT, LLC

  23 Hotchkiss St, Middletown, CT 06457
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  /15

  $249,900 Open Sat 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,136 Sq Ft

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457

  Welcome to this beautiful two-story condo in the sought-after Trolley Crossing Lane in Middletown. This well-located 2-bedroom, 1.5-bath home offers comfort, convenience, and move-in-ready condition. The main level features an open-concept living and dining area, perfect for everyday living and entertaining. Sliding doors lead to a private deck and outdoor green space, an ideal spot for morning

  Anubha Agarwal Reddy Realty, LLC

  47 Trolley Crossing Ln Unit 47, Middletown, CT 06457
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  /35

  $309,900

  • 3 Beds
  • 2.5 Baths
  • 1,772 Sq Ft

  675 Newfield St Unit 2, Middletown, CT 06457

  Beautifully remodeled 3-bedroom, 2.5 bath townhouse in the heart of Middletown! This move-in-ready home features brand new LVP flooring throughout, fresh satin-finish paint, and stylish new lighting features that create a modern, welcoming feel. The fully updated bathrooms include new vanities and contemporary shower. Enjoy the convenience of second floor laundry and a walk out basement offering

  Josephine Polletta Mapleridge Realty

  675 Newfield St Unit 2, Middletown, CT 06457
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  /16

  $350,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  3 Blue Bird Rd, Middletown, CT 06457

  Charming 3-Bedroom Home in Sought-After Wesleyan Hills Community! Come see this well maintained 3-bedroom, 2-full-bath home located in the desirable Wesleyan Hills neighborhood. The kitchen features stainless steel appliances and tile flooring, opening to a dining room with a sliding door that leads to a spacious 15'x14' deck-perfect for entertaining or relaxing outdoors. The finished lower level

  Jody Bonaiuto William Raveis Real Estate

  3 Blue Bird Rd, Middletown, CT 06457
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  /40

  $925,000 Open Sat 12PM - 2PM

  • 6 Beds
  • 3.5 Baths
  • 5,599 Sq Ft

  44 Chamberlain Hill Rd, Middletown, CT 06457

  Experience over 5,500 square feet of beautifully updated living space in this fully remodeled 6+ bedroom, 3.5-bath residence, perfectly situated on a quiet and expansive 8+ acre lot. Every detail has been thoughtfully upgraded, creating a truly move-in-ready home offering exceptional flexibility and design versatility. The expansive kitchen is the heart of the home, featuring elegant quartz

  Gary Peacock Berkshire Hathaway NE Prop.

  44 Chamberlain Hill Rd, Middletown, CT 06457
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  /11

  $249,609

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  146 Liberty Street, Middletown, CT offers a three bedroom, one and a half bath home renovated in 2023. The main level features a functional layout with updated finishes and timeless details, along with a mudroom and a three season porch. All bedrooms are located on the second floor, along with a full bath. Additional features include a detached two car garage. Property is being sold as a short

  Keith Murphy Innovative Properties

  146 Liberty St, Middletown, CT 06457
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  /20

  $140,000

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457

  Second Floor Townhouse style condo conveniently located in Middletown's Westfield area. Unit features 2 bedrooms, large living with vaulted ceilings, additional loft space could be used as 3rd bed or office space, in unit laundry, exterior storage closet, and balcony. Condo complex features inground pool, and is on direct access to the areas walking/biking trails, city bus line, and just minutes

  Michelle Manter Berkshire Hathaway NE Prop.

  227 Burgundy Hill Ln Unit 227, Middletown, CT 06457
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  /29

  $434,900

  • 4 Beds
  • 2 Baths
  • 1,963 Sq Ft

  63 Millbrook Rd, Middletown, CT 06457

  Welcome home to rustic Connecticut charm paired with flexible living space and timeless character. You are greeted by a warm living area featuring exposed wood beams and a beautiful stone fireplace that anchors the space with cozy appeal. Just beyond, your kitchen offers an abundance of cabinetry, giving you ample storage and functionality for everyday living and entertaining. Step outside and

  Krystal Pulley Tier 1 Real Estate

  63 Millbrook Rd, Middletown, CT 06457
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  /14

  $179,000

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  201 College St Unit 26, Middletown, CT 06457

  Welcome to Hamlin Court Condominiums, where historic charm meets comfortable, modern living. This well-maintained 1-bedroom, 1-bath ranch-style condo (Unit 26) offers a move-in-ready opportunity in one of Middletown's most desirable locations. The unit features fresh paint and new flooring throughout, creating a clean, bright, and inviting atmosphere. The kitchen is in good condition, offering

  Jacob Mochkin Roundtree Realty LLC

  201 College St Unit 26, Middletown, CT 06457
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  /2

  $350,000

  • Land
  • 21.46 Acres
  • $16,309 per Acre

  0 Middle St, Middletown, CT 06457

  21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access:

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457
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  /4

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft

  42 Saybrook Rd, Middletown, CT 06457

  This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

  Ramona B Gonzalez Berkshire Hathaway NE Prop.

  42 Saybrook Rd, Middletown, CT 06457
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  /15

  $1,200,000

  • Land
  • 29.37 Acres
  • $40,858 per Acre

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

  29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

  Irene Smaga Global Real Estate Services, LLC

  0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
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  /2

  $159,000

  • Land
  • 2.22 Acres
  • $71,622 per Acre

  Lot 2 Coleman Rd, Middletown, CT 06457

  Fantastic opportunity to build your dream home on this approved 2.22-acre lot. This lovely parcel offers a peaceful, country setting while still being close to everything-just minutes to Route 9, downtown Middletown, and local shops, restaurants, and schools. The engineered site plan is complete and available for a 2,000 sq ft colonial, providing a smooth path toward construction!

  Dori Degennaro William Raveis Real Estate

  Lot 2 Coleman Rd, Middletown, CT 06457
• 

  /2

  $409,100

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  5 Lorraine Terrace, Middletown, CT 06457

  REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 2000, this two story home offers approximately 1934 finished square feet, three bedrooms and two full baths, fireplace, covered front porch, fully finished basement and attached one car garage. This home sits on an approximate 11326 sqft lot. "As is" cash only sale with no

  Sherry Price Realhome Services & Solutions

  5 Lorraine Terrace, Middletown, CT 06457
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  /11

  $129,000

  • Land
  • 3.58 Acres
  • $36,034 per Acre

  0 Mountain Laurel Dr, Middletown, CT 06457

  Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

  Siobhan McLaughlin William Raveis Real Estate

  0 Mountain Laurel Dr, Middletown, CT 06457
• 

  /2

  $12,000

  • Land
  • 0.13 Acre
  • $92,308 per Acre

  0 Dunn St Unit 24162046, Middletown, CT 06457

  Residential lot located off Butternut Street in Middletown on Dunn Street, offering an opportunity for buyers, builders, or investors looking to secure land in an established area. Conveniently situated near local amenities, shopping, dining, parks, and commuter routes. Buyers are encouraged to perform their own due diligence regarding zoning, utilities, wetlands, frontage, and buildability.

  John Brewer Exceptional Real Estate LLC

  0 Dunn St Unit 24162046, Middletown, CT 06457
• 

  /2

  $100,000

  • Land
  • 8.18 Acres
  • $12,225 per Acre

  0 Bell St Unit 24149149, Middletown, CT 06457

  This scenic and beautiful lot has a stream running through it. The location is spectacular on this very quiet street located minutes to interstate 91 makes travel super easy. No test have been done.

  Nancy Newman LPT Realty

  0 Bell St Unit 24149149, Middletown, CT 06457
• 

  /2

  $750,000

  • Land
  • 7.5 Acres
  • $100,000 per Acre

  0 Middle St, Middletown, CT 06457

  7.5 Acres Commercial Industrial Land. Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning

  Nancy Newman LPT Realty

  0 Middle St, Middletown, CT 06457

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